Revisit King Of The Hill.. Show Your Children. It's a pretty based show that hasn't been wiped, yet. Mike Judge doesn't want to talk politics but at worst he's a Libertarian. I just feel like it's a good show to connect with your 13-17 year old children.
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Simpsons is very based too for about the first 20 or so seasons
Definitely seasons 4 through 8.. I couldn't make it to 20.
It started getting cringey... especially with Lisa. I suspect much of it was designed for cultural engineering.
3-8 is considered the golden era. You can add in season 2 and 9. And perhaps 10. Beyond that, it really lost its fastball as other more adult cartoons became more popular and they lost a lot of writing talent.
2-8. Maybe stretch it to 10. It's legit sucked for 20 years.